Glycosylation reactions development

This C-glycosylation reaction developed in our laboratory turned out to be applicable to several glycosyl donors, as shown in Table 3.5 [29]. 

I am deeply indebted to all of my present and past co-workers who have participated in the unfolding development and use of thioglycosides in glycosylation reactions. 

Since the first examples of lower and upper rim glycocalixarenes were obtained in 1994 by Marra el al.,106 employing the Mitsunobu reaction or copper(II)-catalyzed glycosylation, the development of efficient synthetic methodologies has allowed the emergence of several examples of ()-, N-, or C-glycosyl calix arenes, and these have recently been reviewed (101-106, Fig. 8).107,10X... 

This chapter outlines the development, achievements and limitations of glycosyla-tion methods that rely on Cl-hemiacetal donors and Cl-O-acyl donors. These are among the simplest glycosyl donors to prepare in standard O-glycosylation reactions. As such, developments in the use of these donors constitute valuable advances in the field of synthetic carbohydrate chemistry. 

Thioglycosides were the first example of an anomeric derivatization that serves the dual role of protection and activation. They were introduced in glycosylation reactions by Ferrier et al. in 1973, who used mercury(II) salts as activator.1 After the development of improved methods of their synthesis and activation, thioglycosides together with trichloroacetimidates are now the most commonly used glycosyl... 

Besides stereoselective synthesis of various monosaccharides, stereoselective reaction for the preparation of glycosides is an important problem in the synthetic field of carbohydrate chemistry. However, the classical methods, which require the assistance of heavy metal salts or drastic reaction conditions, are still employed by and large in the synthesis of such compounds. Taking these disadvantages into consideration, new glycosylation reactions, which proceed under mild reaction conditions with high selectivity, have been developed and exploited. 

In C-glycosylation reactions a new stereocenter is formed, and in general only one of the two stereoisomers is desired. Therefore, it is quite important to develop stereoselective C-glycosylation procedures, in which the stereochemical outcome can be predicted... 

Carbohydrate chemistry is engaged in the synthesis and variation of deoxy sugar chains, where a wide set of protective groups and stereoselective glycosylation techniques are required. This contribution centers on stereoselective syntheses of mono-and oligosaccharides in the field of 2,6-dideoxy- and, in particular cases, branched-chain sugars, and summarizes modem synthetic glycosylation reactions which have been developed for this special kind of carbohydrate chemistry. 

N. K. Kochetkov, Recent developments in the synthesis of polysaccharides and stereospecificity of glycosylation reactions, in Atta-ur-Rahman (Ed.), Studies in Natural Products Chemistry, Vol. 14, Elsevier, Amsterdam, 1994, pp. 201-266. 

The formation of glycosidic bonds is of fundamental importance in the assembly of glycopeptides. As a consequence of immense structural variety, the development of a universal glycosylation reaction has failed. As such, every... 

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